title: Chlorinated coumarins from the polypore mushroom Fomitopsis officinalis and their activity against Mycobacterium tuberculosis.
abstract: An EtOH extract of the polypore mushroom Fomitopsis officinalis afforded two new naturally occurring chlorinated coumarins, which were identified as the previously synthesized compounds 6-chloro-4-phenyl-2H-chromen-2-one (1) and ethyl 6-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (2). The structures of the two isolates were deduced by ab initio spectroscopic methods and confirmed by chemical synthesis. In addition, an analogue of each was synthesized as 7-chloro-4-phenyl-2H-chromen-2-one (3) and ethyl 7-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate (4). All four compounds were characterized physicochemically, and their antimicrobial activity profiles revealed a narrow spectrum of activity with lowest MICs against the Mycobacterium tuberculosis complex.
authors.affiliation: Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago , Chicago, Illinois 60612, United States.
authors.forename: Chang Hwa
authors.initials: CH
authors.lastname: Hwang
authors.forename: Birgit U
authors.initials: BU
authors.lastname: Jaki
authors.forename: Larry L
authors.initials: LL
authors.lastname: Klein
authors.forename: David C
authors.initials: DC
authors.lastname: Lankin
authors.forename: James B
authors.initials: JB
authors.lastname: McAlpine
authors.forename: José G
authors.initials: JG
authors.lastname: Napolitano
authors.forename: Nicole A
authors.initials: NA
authors.lastname: Fryling
authors.forename: Scott G
authors.initials: SG
authors.lastname: Franzblau
authors.forename: Sang Hyun
authors.initials: SH
authors.lastname: Cho
authors.forename: Paul E
authors.initials: PE
authors.lastname: Stamets
authors.forename: Yuehong
authors.initials: Y
authors.lastname: Wang
authors.forename: Guido F
authors.initials: GF
authors.lastname: Pauli
mesh_terms: D000363:Agaricales / Q000737:chemistry*; D000818:Animals; D000995:Antitubercular Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D003603:Cytotoxins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D019906:Nuclear Magnetic Resonance, Biomolecular; D014709:Vero Cells
chemical_list: C585289:6-chloro-4-phenyl-2H-chromen-2-one; D000995:Antitubercular Agents; D003374:Coumarins; D003603:Cytotoxins; D006843:Hydrocarbons, Chlorinated; C585290:ethyl 6-chloro-2-oxo-4-phenyl-2H-chromen-3-carboxylate